Darrell Hobby

Clinton "Darrell" Hobby, age 57, passed away Friday, October 24, 2025 at Osceola Medical Center in Osceola, WI.
Darrell was born in Brooklyn, NY on January 4, 1968 to parents, Clinton and Anne (Strivling) Hobby. He grew up in the Atlanta, Georgia area where he attended Towers High School, graduating in 1986. Darrell was an avid wrestler in high school and enjoyed sharing stories about his coach and "making weight" during the good old days. After high school, he enlisted in the Navy where he spent 20 years serving the country and traveling the world on deployments in places such as Australia, Peru, and Ireland.
Darrell was an avid sports fan and remained a die-hard Dallas Cowboys fan in the sea of Green Bay Packers fans that surrounded him in Osceola. During his spare time, you could find Darrell shooting pool at Kens Keyboard or the Cascade. Darrell also enjoyed cooking, especially barbecuing, and he spent as much time fishing as possible with his close friend, Don. Darrell also spent years volunteering at the UW Wanderoos helping to fundraise for the community with meat raffles and other benefits.
Darrell is survived by his daughter Jayma Hobby, Karen (Ortiz) Hobby (Jayma's mother); daughter Serena Hobby, Jessica Morelock (Serena's mother); children Jordan Bridges and Janet Holland (Kyle); Sue Hoefs (girlfriend); sisters, Delphine Jones, Evette McDay, and Shinika Hobby; nephews, Kalen Hobby and Milton Drain; niece, Aubrianna Drain; other extended family members and friends.
He is preceded in death by his parents; nephew Calvin Glover; and beloved furry friends, Dooley and Ginger.
Funeral service for Darrell will take place at 5:30 PM, Tuesday, November 4, 2025 at Grandstrand Funeral Home in Osceola, WI. Visitation begins at 4:00 PM. Burial to take place the following day at Fort Snelling National Cemetery in Minneapolis, Minnesota on Wednesday, November 5th with full military honors. Darrell's daughters, Serena and Jayma, are hosting a Celebration of Life to be held at UW Wanderoos on November 5th from 5 PM to 9 PM. We invite his coworkers, friends, and other members of the community to join us. Come have some food, tell stories about Darrell, and toast him in the afterlife.
In lieu of flowers, please make donations to the family or donations in his name to Wounded Warrior Project or another organization that supports veterans.